Identification | More | [Name]
N,N,N',N'-Tetramethylazodicarboxamide | [CAS]
10465-78-8 | [Synonyms]
1,1'-AZOBIS(N,N'-DIMETHYLFORMAMIDE) 1,1'-AZOBIS(N,N-DIMETHYLFORMAMIDE) AZODICARBOXYLIC ACID BIS[DIMETHYLAMIDE] DIAMIDE DIAZINE-DICARBOXYLIC ACID BIS[N,N-DIMETHYLAMIDE] N,N,N',N'-TETRAMETHYLAZODICARBAMIDE N,N,N',N'-TETRAMETHYLAZODICARBOXAMIDE 1,1’-azobis(n,n-dimethyl-formamid n,n,n’,n’-tetramethylazoformamide tetramethyl-diazenedicarboxamid tetramethyldiazenedicarboxamide 1,1-Azobis(N,N-dimethylforamide) 3-(N,N-dimethylcarbamoylimido)-1,1-dimethylurea Diamide 1,1-Azobis(N,N-dimethylformamide) blowing (and foaming) agent AC Tetramethylazodicarboxamide Tetramethylazodicarboxamide(TMAD) (3E)-3-(dimethylcarbamoylimino)-1,1-dimethyl-urea Azodicarboxylic acid bis(dimethylamide), diamide, Diamide, Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide 1,1μ-Azobis(N,N-dimethylformamide), Azodicarboxylic acid bis(dimethylamide), Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide | [EINECS(EC#)]
233-951-7 | [Molecular Formula]
C6H12N4O2 | [MDL Number]
MFCD00008318 | [Molecular Weight]
172.19 | [MOL File]
10465-78-8.mol |
Chemical Properties | Back Directory | [Melting point ]
112 °C | [Boiling point ]
220.4±23.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
soluble in Methanol | [form ]
crystalline
| [pka]
-0?+-.0.70(Predicted) | [color ]
yellow
| [BRN ]
1910409 | [InChIKey]
VLSDXINSOMDCBK-BQYQJAHWSA-N | [CAS DataBase Reference]
10465-78-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
LQ1041000
| [F ]
4.10 | [HS Code ]
29270000 |
Questions And Answer | Back Directory | [Description]
N,N,N’,N’-Tetramethylazodicarboxamide (also named as Diamide, TMAD) is a reagent used for the oxidization of thiols in proteins. It is used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate. It can be used to titrate protein gluotathiolation to discriminate from other protein modifications.
| [References]
N. S. Kosower, E. M. Kosower, Diamide: A oxidant probe for this, Methods in Enzymology, 1995, vol. 251, pp. 123133
|
Hazard Information | Back Directory | [Chemical Properties]
Yellow crystals | [Uses]
Reported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation. | [Definition]
ChEBI: 1,1'-azobis(N,N-dimethylformamide) is a monoazo compound. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 38, p. 1652, 1973 DOI: 10.1021/jo00949a007 |
Spectrum Detail | Back Directory | [Spectrum Detail]
N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)MS N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)1HNMR N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)IR1 N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)IR2 N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)Raman
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